Peak season is definitely a big cost saver - stayed at a fantastic place in Santorini that was like $200/night with amazing views that is at peak like $700 and our price incredible breakfast overlooking the sea. ( if interested link:
https://www.filoterasuites.com/photo-gallery/
Flights for under $315 round trip from Arizona. Pool was a bit colder than it would have been 2 months ago — which is nothing compared to 70 percent lower tourists and the prices way less.
Also went to the island of Syros where there were very very few other tourists and was really chill, pretty little port town, and so affordable. Athens was interesting as well, but 2 days enough IMO.
Anyway, we’ve gotten so many great travel tips here on CB so just a quick thanks to those who shared info with me, and fire away if any questions..